Acetic Anhydride → HCID 178472004, 화합물

HRID 561168노트

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HRID 561168 반응식
[F:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[C:13]([F:18])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH3:19]C(OC(C)=O)=O.C(OCC)(OCC)OCC.[NH2:36][CH2:37][CH2:38][CH2:39][CH2:40][OH:41]>>[OH:41][CH2:40][CH2:39][CH2:38][CH2:37][NH:36][CH:19]=[C:6]([C:4](=[O:5])[C:3]1[CH:12]=[C:13]([F:18])[C:14]([F:17])=[C:15]([F:16])[C:2]=1[F:1])[C:7]([O:9][CH2:10][CH3:11])=[O:8]

참가 물질

5

반응물 4

HCID 7918Acetic AnhydrideHCID 258684-Amino-1-butanolHCID 31214Ethyl orthoformateHCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoate

생성물 1

HCID 178472004HCID 178472004, 화합물수율 97.2%

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온도
130 °C

실험 절차

A mixture of ethyl 2,3,4,5-tetrafluorobenzoylacetate (2.64 g, 10.0 mmol), Ac2O (2.36 mL, 25.0 mmol) and triethyl orthoformate (2.49 mL, 15.0 mmol) was stirred at 130° C. for 3 h. The mixture was concentrated in vacuo and dried under high vacuum. The crude product was dissolved in EtOH (50 mL) and 4-amino-1-butanol (0.972 mL, 10.5 mmol) was added. After stirred at room temperature for 17 h, the mixture was concentrated in vacuo and the crude product was purified by column chromatography (Hexane:EtOAc 2:1→1:2) to yield ethyl 3-(4-hydroxybutylamino)-2-(2,3,4,5-tetrafluorobenzoyl)acrylate (3.53 g, 97%) as a pale yellow solid.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customdried under high vacuum
  3. dissolutionThe crude product was dissolved in EtOH (50 mL)
  4. stirringAfter stirred at room temperature for 17 h
  5. concentrationthe mixture was concentrated in vacuo
  6. customthe crude product was purified by column chromatography (Hexane:EtOAc 2:1→1:2)

출처 및 근거

ORD 기록
ord-5fce5efe24684caaa2bfa9a38084cc0c
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063221B2

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